A detailed chronostratigraphic framework established by the mapping of tephra key beds and application of oxygen isotopic data allows assessment of the synchroneity and diachroneity of depositional systems formed in coastal and deep-water environments. This framework also allows estimation of the timing of active delivery of coarse-grained sediments beyond the shelf margin in relation to relative sea-level changes. The depositional processes of deep-water massive sandstones (DWMSs) are still enigmatic; their formation is a result of active delivery of sands in association with the supply of organic carbon into deep-water environments. DWMSs are also important as reservoirs for hydrocarbon explorations. This study investigated the origins of DWMSs in the upper Umegase, Kokumoto, and Chonan formations (in ascending order) of the Pleistocene Kazusa Group on the Boso Peninsula, central Japan. Each formation contains several packets of DWMSs that are interpreted to have formed in response to the progradation of gravelly shelf-margin deltas or fan deltas during the falling and lowstand stages of relative sea-level changes controlled primarily by glacioeustasy. The development of DWMSs and associated sandstone beds is interpreted to have been induced by hyperpycnal flows, in association with sediment gravity flows that were initiated by breaching and/or collapse of sandy substrates on the shelf-margin deltas or fan deltas. The timings of the initial and final deposition of the packets vary within and between the formations, and are considered to have been controlled by the interaction between allogenic and autogenic processes operating in the gravelly shelf-margin deltas or fan deltas. A muddy horizon that contains the Lower–Middle Pleistocene Subseries boundary (the base of the Chibanian Stage) in the Kokumoto Formation is also underlain and overlain by the packets and represents a deposit formed in a condensed section in an upper slope environment. This depositional setting may have favored the development of the Global Boundary Stratotype Section and Point (GSSP) for the Lower–Middle Pleistocene Subseries boundary in the formation.